(E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine

Base Information

• Chemical Name: (E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine
• CAS No.: 83785-94-8
• Molecular Formula: C12H15N3O2
• Molecular Weight: 233.27
• DSSTox Substance ID: DTXSID201319822
• ChEMBL ID: CHEMBL3199007
• Mol file: 83785-94-8.mol

Synonyms:MLS001172568;CHEMBL3199007;DTXSID201319822;83785-94-8;SMR000589072;SR-01000037347;(E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine;SR-01000037347-1;Z49715527

Chemical Property of (E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 233.116426730
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(CC1)N=CC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1CCN(CC1)/N=C/C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine

There total 2 articles about (E)-1-(4-nitrophenyl)-N-piperidin-1-ylmethanimine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

1-Aminopiperidine (2213-43-6) + 4-nitrobenzaldehdye (555-16-8) → 4-nitrobenzaldehyde-N,N-pentamethylene hydrazone (83785-94-8)

Guidance literature:

With magnesium sulfate; In dichloromethane; at 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201300782

Reference yield:

piperidine (110-89-4) → 4-nitrobenzaldehyde-N,N-pentamethylene hydrazone (83785-94-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamino-O-sulfonic acid, potassium hydroxide / H₂O / 0.17 h / Heating

2: glacial acetic acid / 0.03 h / Heating

With potassium hydroxide; acetic acid; hydroxylamine-O-sulfonic acid; In water;

Reference yield: 89.0%

Ethyl bromodifluoroacetate (667-27-6) + 4-nitrobenzaldehyde-N,N-pentamethylene hydrazone (83785-94-8) → ethyl (E)-2,2-difluoro-3-(4-nitrophenyl)-3-(piperidin-1-ylimino)propanoate

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; tert-butyl XPhos; In 1,4-dioxane; at 80 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201510334

upstream raw materials:

1-Aminopiperidine

4-nitrobenzaldehdye

piperidine

Downstream raw materials:

p-Nitrophenyl-glyoxylsaeure-p-tolylsulfonamid-N,N-pentamethylenhydrazon

5-(p-Nitro-phenyl)-1-piperidino-5-(p-tolylsulfonamido)-3-(p-tolylsulfonyl)imidazolidin-2,4-dion